Todas as fotos(1)

00280590

Curcumin

primary reference standard

Sinônimo(s):
Diferulylmethane, (E,E)-1,7-bis(4-Hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione, Diferuloylmethane, Natural Yellow 3
Fórmula linear:
[HOC6H3(OCH3)CH=CHCO]2CH2
Número CAS:
Peso molecular:
368.38
Número do índice de cores:
75300
Beilstein:
2306965
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.24

grau

primary reference standard

densidade de vapor

13 (vs air)

forma

powder or crystals

prazo de validade

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

aplicação(ões)

HPLC: suitable
gas chromatography (GC): suitable

SMILES string

COc1cc(\C=C\C(=O)CC(=O)\C=C\c2ccc(O)c(OC)c2)ccc1O

InChI

1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+

InChI key

VFLDPWHFBUODDF-FCXRPNKRSA-N

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Descrição geral

Curcumin is a bioactive component of turmeric, Curcuma longa. It has a broad spectrum of activities including antioxidant, anti-inflammatory and being anti-cancerous in nature. It has been shown to be a very powerful antioxidant, and has been found to enhance the effects of common anti-cancer drugs. It can also modulate several molecular targets such as cytokines and chemokines, a multitude of enzymes, receptors, transcription factors, cell cycle proteins and cell surface adhesion molecules.
Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Aplicação

Reference Standard in the analysis of herbal medicinal products
It has been used as reference standard in 1H NMR and LC–MS/MS analysis for the quantification of curcumin in turmeric.

Ações bioquímicas/fisiológicas

A natural phenolic compound. Potent anti-tumor agent having anti-inflammatory and anti-oxidant properties. Curcumin has been cited as a potential chemopreventive agent, in addition to its chemotherapeutic activity. Induces apoptosis in cancer cells and inhibits phorbol ester-induced protein kinase C (PKC) activity. Reported to inhibit production of inflammatory cytokines by peripheral blood monocytes and alveolar macrophages. Potent inhibitor of EGFR tyrosine kinase and IκB kinase. Inhibits inducible nitric oxide synthase (iNOS), cycloxygenase and lipoxygenase. Easily penetrates into the cytoplasm of cells, accumulating in membranous structures such as plasma membrane, endoplasmic reticulum and nuclear envelope.

Código de classe de armazenamento

13 - Non Combustible Solids

WGK

WGK 3

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Certificado de análise

Certificado de origem

Rapid quantitation of curcumin in turmeric via NMR and LC?tandem mass spectrometry.
Goren, Ahmet C., et al.
Food Chemistry, 113.4, 1239-1242 (2009)
B Antony et al.
Indian journal of pharmaceutical sciences, 70(4), 445-449 (2008-07-01)
Curcumin, the bioactive component of turmeric, Curcuma longa has an exceptionally wide spectrum of activities including antioxidant, anti-inflammatory and anti-cancer properties, and is currently under different phases of clinical trials for various types of soft tissue cancers. However, although in
Jingjing Zhu et al.
Biochimica et biophysica acta, 1833(8), 1924-1935 (2013-04-16)
Proprotein convertases (PCs) form a group of serine endoproteases that are essential for the activation of proproteins into their active form. Some PCs have been proposed to be potential therapeutic targets for cancer intervention because elevated PC activity has been
Marie-Hélène Teiten et al.
Molecular nutrition & food research, 57(9), 1619-1629 (2013-06-12)
Epigenetic alterations correspond to changes in DNA methylation, covalent modifications of histones, or altered miRNA expression patterns. These three mechanisms are interconnected and appear to be key players in tumor progression and failure of conventional chemotherapy. Dietary components emerged as
Michal Heger et al.
Pharmacological reviews, 66(1), 222-307 (2013-12-26)
This review addresses the oncopharmacological properties of curcumin at the molecular level. First, the interactions between curcumin and its molecular targets are addressed on the basis of curcumin's distinct chemical properties, which include H-bond donating and accepting capacity of the

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